Montreal: Private Convertible Cadillac Tour with Old Montreal & Mount Royal

Vintage cadillac ride through old montreal plateau murals skyline views

You’ll cruise through Montreal in a classic convertible Cadillac with a local guide, taking in Old Montreal’s cobblestones, Plateau’s colorful row houses and murals, plus sweeping views from Mount Royal. Expect spontaneous stories, fresh air, and small surprises along the way—you might even find yourself wishing the ride lasted longer.

Step-by-step itinerary

Day 1 — Complete 3-hour Montreal Cadillac tour

• Drive through Old Montreal streets
• Pass by Bonsecours Market
• Stop at Notre-Dame Basilica for photos
• Visit Place Jacques Cartier square
• Explore Le Plateau Mont-Royal murals and homes
• Pass through historic Chinatown
• See Schwartz's Deli smoked meat spot
• Ascend Mount Royal park
• Walk to Mount Royal observation deck

The Experience

Hands gripping the cool leather, I watched our guide—Jean-Marc, who looked like he’d stepped out of a 70s film—flick on the radio before easing the Cadillac into motion. We rolled down the street with the top down, sunlight flickering through those old trees near Bonsecours Market. The air smelled faintly sweet, maybe from a bakery nearby or someone’s cigarette drifting by. Jean-Marc pointed out Notre-Dame Basilica as we passed—he said it’s older than Canada itself, which made me laugh (but it’s true). I snapped a photo but honestly, it doesn’t do justice to how those stones look in real life.

I didn’t expect to feel so exposed—like everyone could see us—but after a few blocks it felt oddly freeing. Kids waved at us from the sidewalk; one guy shouted “belle voiture!” and Jean-Marc just grinned. We coasted through Chinatown and then up into Le Plateau. The houses there are painted every color you can imagine, and those spiral staircases? Apparently they’re a Montreal thing because of taxes on indoor space—who knew? He told stories about Greek bakeries and old Portuguese cafés along St-Laurent street. At one mural stop, I tried to say “merci” in my best French accent and got teased for sounding too Parisian.

The climb up Mount Royal was quieter—the city noise faded behind us. There was this moment at the lookout where everything went sort of still: skyline stretched out below, river glinting in the distance, wind tugging at my hair. It wasn’t busy either; just a couple taking selfies and an old man feeding birds. Jean-Marc offered to take our picture but I almost didn’t want to move. I still think about that view sometimes when city life gets loud again.

Top questions

How long is the private Cadillac tour in Montreal?

The tour lasts approximately 3 hours from start to finish.

Does this tour include stops at Notre-Dame Basilica?

Yes, you’ll pause at Notre-Dame Basilica for photos and stories about its history.

Is hotel pickup included for this Montreal tour?

No hotel pickup is mentioned; meeting details are provided after booking.

Will we visit Mount Royal during the Cadillac tour?

Yes, you’ll drive up Mount Royal and have time at an observation deck for city views.

Are food or drinks included on this Montreal day trip?

No meals are included but your guide will share tips on where to eat nearby.

Is this private tour suitable for families with children?

Yes, infants can ride on an adult’s lap or in a stroller; all ages are welcome.

What neighborhoods does this tour cover?

The route includes Old Montreal, Le Plateau Mont-Royal, Chinatown, and Mount Royal Park.

Can we customize stops during our private Cadillac ride?

The pace is relaxed and your guide can tailor some stops based on your interests.

What’s included

Your day includes a private ride in a vintage convertible Cadillac guided by a local expert, flexible stops throughout Old Montreal, Chinatown, Le Plateau Mont-Royal’s mural-lined streets, plus time on Mount Royal’s lookout—all at your own pace with plenty of room for questions or quick photo breaks along the way.